Benzyl Bromide → HCID 11653561, compound

HRID 550735Notes

Reaction equation

HRID 550735 reaction equation
COC1C=C(OC)C=CC=1C[O:6][N:7]1[C:12](=[O:13])[C:11]2[S:14][C:15]3[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][C:16]=3[C:10]=2[NH:9][C:8]1=[O:24].[CH2:31](Br)[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>>[CH2:31]([N:9]1[C:10]2[C:16]3[CH:17]=[C:18]([N+:21]([O-:23])=[O:22])[CH:19]=[CH:20][C:15]=3[S:14][C:11]=2[C:12](=[O:13])[N:7]([OH:6])[C:8]1=[O:24])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

Participants

3

Reactant 2

HCID 7498Benzyl BromideHCID 67199806HCID 67199806, compound

Product 1

HCID 11653561HCID 11653561, compound

Procedure

Following general procedure B2 and D1, 3-(2,4-Dimethoxy-benzyloxy)-8-nitro-1H-benzo[4,5]thieno[3,2-d]pyrimidine-2,4-dione was alkylated with benzyl bromide and subsequently deprotected to provide the title compound as a light yellow solid. 1H NMR (d6-DMSO, 300 MHz) δ 5.77 (s, 2H); 7.24-7.40 (m, 5H), 8.29 (dd, J1=9 Hz, J2=2 Hz, 1H); 8.40 (d, J=9 Hz, 1H); 8.71 (d, J=2 Hz, 1H); Ret. time=2.56 min., m/z=368.0.

Sources & evidence

ORD record
ord-dc74bcb85971478ea3c42a3fbac9ae3c
Source dataset
uspto-grants-2011_05
Patent number
US07947691B2

Reaction notes

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